Triethylamine → 2-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1 1-dimethylethyl)dimethylsilyl)oxymethyl)-1-O-methanesulfonylcyclobutanol

HRID 5969ノート

反応式

HRID 5969 の反応式
[CH3:1][C:2]([Si:5]([CH3:24])([CH3:23])[O:6][CH2:7][CH2:8][CH:9]1[CH:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:11][CH:10]1[OH:22])([CH3:4])[CH3:3].C(N(CC)CC)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>C(Cl)Cl>[CH3:4][C:2]([Si:5]([CH3:23])([CH3:24])[O:6][CH2:7][CH2:8][CH:9]1[CH:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:11][CH:10]1[O:22][S:33]([CH3:32])(=[O:35])=[O:34])([CH3:1])[CH3:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 197942882-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethylsilyl)oxymethyl)cyclobutanol

生成物 1

HCID 197942822-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1 1-dimethylethyl)dimethylsilyl)oxymethyl)-1-O-methanesulfonylcyclobutanol収率 89%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

2-(2-((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethyl-silyl)oxymethyl)cyclobutanol (160 mg, 0.43 mmol) from Step B was dissolved in 2 mL of methylene chloride and the resultant solution was cooled to 0° C. Triethylamine (120μL) was added, followed by 36 μL of methanesulfonyl chloride. After stirring the reaction mixture for 30 min at 0° C., it was concentrated in vacuo and the residue was purified on a silica gel column eluted with 10% ethyl acetate in hexane to give 180 mg (89% yield) of the title compound.; MS DCI-NH3M/Z: 447 (M+H)+, 464 (M+NH4)+.

後処理

  1. concentrationit was concentrated in vacuo
  2. customthe residue was purified on a silica gel column
  3. washeluted with 10% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-0e97936974da410d9d6fe7fab4bd1b46
出典データセット
uspto-grants-1993_09
特許番号
US05246931

反応ノート

読み込み中…